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Fimbricalyx A, a novel phenanthrenone derivative having a rare 2H-benz[e]inden-2-one substructure

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dc.contributor.authorSeephonkai, Prapairat
dc.contributor.authorPyne, Stephen G
dc.contributor.authorWillis, Anthony
dc.contributor.authorLie, Wilford
dc.date.accessioned2015-12-10T23:02:13Z
dc.date.issued2013
dc.date.updated2016-02-24T10:25:31Z
dc.description.abstractFimbricalyx A (1), a novel phenanthrenone derivative having a rare 2H-benz[e]inden-2-one substructure, was isolated from the root extract of Strophioblachia fimbricalyx. The structure of 1 was elucidated on the basis of the NMR and MS data and confirmed by X-ray crystallography. This compound showed cytotoxicity against KB, MCF7 and NCI-H187 cancer cells with IC50 values of 38.4, 28.7 and 8.3 μg/mL, respectively. A possible biosynthesis of 1, via a ring-contracted p-quinone methide intermediate derived from a phenanthrenone precursor, is proposed.
dc.identifier.issn0040-4039
dc.identifier.urihttp://hdl.handle.net/1885/61914
dc.publisherElsevier
dc.sourceTetrahedron Letters
dc.subjectKeywords: antineoplastic agent; fimbricalyx a; plant extract; unclassified drug; antineoplastic activity; article; cancer cell; cytotoxicity; drug isolation; drug structure; drug synthesis; IC 50; mass spectrometry; medicinal plant; nuclear magnetic resonance; plan 2H-Benz[e]inden-2-one; Fimbricalyx A; Phenanthrenone; Strophioblachia fimbricalyx
dc.titleFimbricalyx A, a novel phenanthrenone derivative having a rare 2H-benz[e]inden-2-one substructure
dc.typeJournal article
local.bibliographicCitation.issue16
local.bibliographicCitation.lastpage2088
local.bibliographicCitation.startpage2085
local.contributor.affiliationSeephonkai, Prapairat, University of Wollongong
local.contributor.affiliationPyne, Stephen G, University of Wollongong
local.contributor.affiliationWillis, Anthony, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationLie, Wilford, University of Wollongong
local.contributor.authoruidWillis, Anthony, u8512028
local.description.embargo2037-12-31
local.description.notesImported from ARIES
local.identifier.absfor030606 - Structural Chemistry and Spectroscopy
local.identifier.absseo970103 - Expanding Knowledge in the Chemical Sciences
local.identifier.ariespublicationu4005981xPUB650
local.identifier.citationvolume54
local.identifier.doi10.1016/j.tetlet.2013.02.025
local.identifier.scopusID2-s2.0-84875217865
local.identifier.thomsonID000317150300013
local.type.statusPublished Version

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